“It’s the history of modern comedy,” Webb said. “If you are passionate about American comedy in
the second half of the 20th century, the alumni list speaks for itself.”

Four performers — two male, two female — join Kinney and Webb in the

90-minute, two-act tour that rotates its material.

“These are among the rising stars of Second City,” director Jenn Ellison said.

“Every person in the group is smart, exciting and has a cool point of view with the satirical
bent of the material. Whenever they’re onstage together, they bring a real joy and playfulness to
the show.”

Webb, 28, joined the troupe full time Jan. 1 after working as an understudy in 2012.

“The main thing they look for is a willingness to say yes in scenes,” he said. “If your scene
partner says something to you, you follow that lead and add to it.”

One sketch in the touring show enlists audience members to flesh out a detective story about a
search for a missing object.

“It’s a very immersive take on film noir, with fun characters and a great example of how Second
City uses improv within scenes,” said Webb, the sketch narrator.

In another scene, an audience member goes on a senior-prom date with an actor.

“We want to make sure the joke is never on the audience member,” said Webb, who plays the
old-fashioned father of the actor going on the date.

“We try to take whatever the audience member says and make them look good.”

One of Kinney’s favorite sketches is “Gym,” about a Latin teacher who walks into the classroom
of the gym teacher just as he has dismissed his class.

“It’s a sad and sweet scene about two people trying to get closer to each other,” Kinney
said.

“It shows how teachers can be as awkward as their students.”

Perhaps the show’s oldest scene, about a lonely man (Jasbir Singh) seeking a friend through
technology, had its roots in a popular sketch from the early 1960s.

“We’ve updated it because some of our younger audience members don’t even know what a record
player is,” Kinney said.

Where the original sketch focused on a lonely man listening to a vinyl record in hopes of making
a new friend, the updated scene places the voice within a contemporary podcast.

“The core of it is someone trying to connect with another human, even if that human is a piece
of technology,” Webb said.

“But there’s still a basic truth about how people try to connect, and that’s what made it a
classic.”